$75 Find Cheap Flights from Chicago Midway Airport to Arizona

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Arizona departing on 9/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Arizona

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Arizona

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Tucson
Tucsonnonstop$247
Las Vegas
Las Vegas1 stop$126
Tucson
Tucsonnonstop$247
Las Vegas
Las Vegas1 stop$126

Book Cheap Midway to Arizona Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Arizona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Arizona

Mon, Sep 22 - Fri, Sep 26
 Logo
4:48 pm - 8:21 pmMDW-LAS
5h 33m1 stop
 Logo
3:22 pm - 8:52 pmLAS-MDW
3h 30mnonstop
Thu, Sep 25 - Fri, Sep 26
 Logo
1:53 pm - 9:55 pmMDW-LAS
10h 02m1 stop
 Logo
3:22 pm - 8:52 pmLAS-MDW
3h 30mnonstop
Thu, Sep 18 - Mon, Sep 22
Frontier Logo
1:53 pm - 3:40 pmMDW-PHX
3h 47mnonstop
Frontier Logo
6:00 am - 4:00 pmPHX-MDW
8h 00m1 stop
$141Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
Frontier Logo
6:24 pm - 8:19 pmMDW-PHX
27h 55m1 stop
Frontier Logo
4:20 pm - 9:46 pmPHX-MDW
3h 26mnonstop
$142Frontier
Find Deal
Thu, Sep 11 - Sat, Sep 13
Frontier Logo
1:53 pm - 3:40 pmMDW-PHX
3h 47mnonstop
Frontier Logo
9:30 am - 12:46 pmPHX-MDW
25h 16m1 stop
$143Frontier
Find Deal
Sun, Sep 7 - Sun, Sep 14
Frontier Logo
6:30 am - 12:51 pmMDW-PHX
8h 21m1 stop
Frontier Logo
4:35 pm - 9:58 pmPHX-MDW
3h 23mnonstop
$144Frontier
Find Deal
Sat, Nov 8 - Sat, Nov 15
Southwest Logo
7:35 pm - 9:30 pmMDW-LAS
3h 55mnonstop
Southwest Logo
11:40 pm - 5:05 amLAS-MDW
3h 25mnonstop
$159Southwest
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Tue, Sep 23 - Fri, Sep 26
Southwest Logo
6:10 am - 7:55 amMDW-LAS
3h 45mnonstop
Southwest Logo
6:10 am - 11:45 amLAS-MDW
3h 35mnonstop
$169Southwest
Find Deal
Wed, Nov 12 - Sat, Nov 15
Delta Logo
6:00 am - 12:43 pmMDW-TUS
7h 43m1 stop
Delta Logo
1:48 pm - 11:32 pmTUS-MDW
8h 44m1 stop
$267Delta
Find Deal
Wed, Nov 12 - Sat, Nov 15
Delta Logo
6:00 am - 12:43 pmMDW-TUS
7h 43m1 stop
Delta Logo
7:29 am - 6:08 pmTUS-MDW
9h 39m2 stops
$272Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Midway to Arizona flights

Get data-powered insights and trends into flights from Midway to Arizona to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Arizona flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Arizona from Chicago Midway Airport found in the last 72 hours was to Phoenix, at $133 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Phoenix Sky Harbor Intl Airport (PHX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $133.

Can I save money by flying with a layover from Chicago Midway Airport to Arizona?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $292, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to Arizona?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Arizona is September, when tickets cost $191 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $379 and $319 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Arizona?

The average price of all round-trip flights from Chicago Midway Airport to Arizona clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to Arizona, look for departures on Thursdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Arizona, Tuesday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Chicago Midway Airport to Arizona?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Arizona, you should book around 3 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonJune
Cheapest flight$75
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago Midway Airport to Las Vegas

FAQs - booking Arizona flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Arizona?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Arizona.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Arizona?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Arizona is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Arizona?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Arizona with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Arizona?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Arizona up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Arizona?

    The cheapest time of day to fly to Arizona is generally at night, when round-trip flights cost $259 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to Arizona is generally in the evening, which is peak travel time and where the average cost of a ticket is $319.

Top tips for finding cheap flights to Arizona

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Las Vegas $168 one-way - $253 round-trip; Phoenix $140 one-way - $196 round-trip

Reviews of the top 3 airlines serving from Midway to Arizona

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Arizona. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Arizona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4241 reviews
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
7.0Food
Airline reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

2.0 MediocreMike, Aug 2025AUS - BWI
Read more Southwest reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

Everything you need to know for your flight from Midway to Arizona

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